Dog Boarding Windham
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 241 pet parents in Windham have booked dog boarding
Windham, Find top rated dog boarding

“Bob was great with our dog when we dropped him off for the weekend. We felt very comfortable with him and would definitely use him again if we stay in the area in the future.”


“My dog had a great time with Jennifer, Thomas and their kids. They’ shared photos of her getting petted on the couch and going on walks. She was exhausted when she came home after having had a very fun day with this lovely family.”

“I found Jane on Rover last minute we were lucky she had space to take Kali for the weekend. First time for us to leave our dog with anyone so we were a bit nervous. Jane put us at ease and our dog Kali had a wonderful time playing with other pups all weekend long! Jane sent updates and photos and videos of Kali throughout her stay and it really put our mind at ease. Next time we can’t take Kali with us for some reason we will not hesitate to drop her off at Jane’s again.”


“Thank you very much to Stephanie and her family for taking good care of Ozzy and for keeping us updated with photos during his stay. He has come back to us happy and healthy!”
“Nicole is everything you want in a pet sitter! Kind, caring, communicative and so loving towards my dogs. I cannot recommend her highly enough. Thank you SO much, Nicole ❤️❤️❤️”

“My dog was in good spirits when I picked her up after staying with Cipriana . I appreciated the photos she sent of Abby cuddling on the couch! I will definitely use Cipriana’s services again in the future.”

“Saskia was absolutely fantastic! She took such wonderful care of our two energetic dogs and our energetic cat, and we couldn't have been happier. She truly went above and beyond, staying in constant communication with us the whole time we were away and sending photos and updates that really put our minds at ease. She put an incredible amount of heart into caring for our pets—she easily gave one hundred and fifty to two hundred percent—and her response time was incredibly fast.”

“Nova and Frank had a blast at Sarah and Aaron's! We met for a meet and greet the week before, and it went great! They have a huge unfenced yard for our e-collar trained pups to run around in. We got plenty of photos of their fetch sessions. We would absolutely have them back there again.”

“Kayte was amazing!!! My dog has anxiety, but he felt right at home with Kayte. They even went on a 5-mile walk that I’ll now have to live up to haha. She sent pics daily and Onyx always looked so happy and safe. I’ll definitely be using Kayte again!!!”

“Sophia is so lovely and gentle. I felt very confident that she would be a sweet caretaker for Fiona. She sent me photos and responded quickly. She was very upfront when we met about other things she would be doing while Fiona was there and I really appreciated her doing so. We were able to talk about Fiona’s needs and quirks and how best to address them for everyone’s benefit. Would definitely use her again when she’s in town!”

“Sean was so great with our dog. He proactively messaged us each day and gave us updates on how our dog was doing. Our dog came back well rested and happy. We will definitely be using him again!”

“We have boarded our dog with Amy and Chris for a few days when traveling. It was our dog’s first boarding experience and everything went very well. Both Chris and Amy were very attentive and understanding. Alta even got a playdate! Communication was quick and easy. Thank you again!”

About: I’ve always had pets throughout my lifetime from kitties, dogs, birds, fish, reptiles, squirrels that I hand fed and set free with my father- and many more. I worked in pet stores and help foster kittens when available. 💕 Look forward to meeting you soon. I work part time as a territory supervisor, and my work is flexible. I’m home every night and throughout the day leaving me with much time to care for your pets. I’ve given medications and feed depending on preference of pet and client. Each pet is unique to their way of being and I like to match the energy needed.

“Anthony and Jane were fantastic. Great communicators, really nice setup on their property with tons of space and a fenced yard. My dog got along well with theirs. Will definitely book again.”

“Kirsten and Mark were outstanding with our dog, and have a great setup to take care of your pets. A nice fenced in backyard with shoveled paths for the animals in the winter, toys and treats to share, and their own playful pups to help your dog feel at home. Kirsten sent photos throughout the stay so that we knew our dog was having a great ‘vacation’ too. They went above and beyond, even creating a ‘pillow shelf’ so my dog could comfortably look out the window (one of her favorite activities). We will definitely be using them again!”

The median cost per night for dog boarding in Windham is $65
Dog parents share their Rover experiences - Windham
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog boarding - Windham
Select a filter and find qualifying sitters offering dog boarding.Sitters in Windham average 11 repeat dog boarding clients
FAQs for Boarding - Windham
Frequently asked questions about Rover
The average cost for Dog Boarding in Windham on Rover is $37.45 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of August 2026, there are 122 sitters on Rover offering Dog Boarding across Windham. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
100% of Windham sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Windham landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Windham home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Windham.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Windham sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in NY ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.





